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Hydrochloric Acid → HCID 18663626、化合物

HRID 1956560
ノート
印刷プレビュー

反応式

HRID 1956560 の反応式
Br[CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1.[CH2:18]([NH2:21])[CH:19]=[CH2:20].COC(C)(C)C.[ClH:28]>CO.C(OCC)C.C(OCC)(=O)C>[ClH:28].[CH2:18]([NH:21][CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1)[CH:19]=[CH2:20].[CH2:18]([NH:21][CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1)[CH:19]=[CH2:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 7853AllylamineHCID 15413tert-Butyl methyl etherHCID 18663590HCID 18663590、化合物

生成物 2

HCID 1006131010-Allylaminomethyldibenz[b,f]oxepineHCID 18663626HCID 18663626、化合物収率 39%

試薬・触媒・溶媒 3

HCID 887
Methanol
溶媒
HCID 3283Diethyl Ether溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

At 50° C. a solution of 0.5 ml (1.74 mmol) of 10-bromomethyl-dibenz[b,F]oxepine is squirted into a solution of 0.3 ml (4 mmol) of allylamine in 0.9 ml of anhydrous methanol and the mixture is stirred for 30 minutes. Tert-butyl methyl ether and ethyl acetate are added and the mixture is extracted 3× with 20 ml of 1N hydrochloric acid each time, the combined aqueous phases are rendered basic with potassium hydroxide pellets and extracted 2× with ethyl acetate, and the organic phases are dried over sodium sulfate and concentrated. 0.35 ml (0.7 mmol) of 2N ethereal hydrochloric acid is added to the crude amine (180 mg) in 2 ml of diethyl ether, and the precipitated white hydrochloride is washed with diethyl ether and dried under a high vacuum at 40° C. 200 mg (667 μmol)=39% of the title compound alias 10-allylaminomethyl-dibenz[b,f]oxepine are obtained in the form of white crystals; melting point: 148°-158° C.; 1H-NMr (CD3OD, 200 MHz). 3.74 (d, 2H); 4.35 (d, 2H), 5.55 (m, 2H); 5.95 (m, 1H); 7.20-7.58 (m, 9H); MS: 263 (M+, free base), 222, 208, 181, 165, 152.

後処理

  1. customAt 50° C.
  2. extractionthe mixture is extracted 3× with 20 ml of 1N hydrochloric acid each time
  3. extractionextracted 2× with ethyl acetate
  4. dry with materialthe organic phases are dried over sodium sulfate
  5. concentrationconcentrated
  6. washthe precipitated white hydrochloride is washed with diethyl ether
  7. customdried under a high vacuum at 40° C

出典と根拠

ORDレコード
ord-936fc637f31144c18c097e4bdb7c27b5
出典データセット
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05780500

反応ノート

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